Search
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane (in CH2Cl2)  |
dichloromethane | N Param.: -0.64 sN Param.: 1.10 |  | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 |
10% water/90% acetone (v/v) |
water-acetone mix | N Param.: 5.70 sN Param.: 0.85 | | Angew. Chem. Int. Ed. 2004, 43, 2302-2305 10.1002/anie.200353468 |
DBU (in MeCN) |
MeCN | N Param.: 15.29 sN Param.: 0.70 | | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a |
triphenylgermane |
dichloromethane | N Param.: 3.99 sN Param.: 0.62 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(4-MeO,4-Me)-tritylium ion |
E Param.: -2.13 |  | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
(E)-N-(4-(dimethylamino)benzylidene)-4-methylbenzenesulfonamide (in DMSO) |
DMSO | E Param.: -15.09 | | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
2-oxo-2-phenyl-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO) |
DMSO | N Param.: 19.46 sN Param.: 0.58 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
Ph3P=CH-CO2Et (in DMSO) |
DMSO | N Param.: 12.21 sN Param.: 0.62 | | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
HFe(CO)2Cp* |
dichloromethane | N Param.: 8.20 sN Param.: 0.69 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
2-phenyl-allyltrimethylsilane |
dichloromethane | N Param.: 5.38 sN Param.: 0.89 | | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
OH- (in 50/50 water/MeCN) |
water-MeCN mix | N Param.: 10.19 sN Param.: 0.62 | | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
20% water/80% MeCN (v/v) |
water-MeCN mix | N Param.: 5.02 sN Param.: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
4-aminopyridine (in H2O) |
water | N Param.: 12.19 sN Param.: 0.66 | | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
(4-NMe2)2-tritylium ion (= Malachite green) |
E Param.: -10.29 | | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | |
3-(4-(dimethylamino)benzylidene)-1-methyl-3H-indol-1-ium ion |
E Param.: -6.26 | | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
(2-phenylethene-1,1-diyldisulfonyl)dibenzene |
DMSO | E Param.: -12.93 | | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
3-benzylidene-1-methyl-3H-indol-1-ium ion |
E Param.: -1.80 | | J. Org. Chem. 2015, 80, 8643-8656 10.1021/acs.joc.5b01298 | |
3-(trimethylsilyl)propyn-1-ylium-Co2(CO)6 |
E Param.: -1.60 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
cyano(pyridin-1-ium-1-yl)methanide (in DMSO) |
DMSO | N Param.: 25.94 sN Param.: 0.42 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
bh 6f |
E Param.: -18.90 | | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 |
News
- 11/05/25:
Isochalcogenoureas (O, S, Se & Te derivatives) have been added (Angew. Chem. Int. Ed. 2025, EarlyView, e202514865). - 01/30/25:
Sesamol-derived ortho-quinone methides (o-QM) have been added (ChemEurJ 2024, e202403785 & OBC 2025, 23, 827-834) - 05/22/24:
Lactone enolates have been added (JOC 2024, 89, 6915-6928). - 11/13/24:
2-Methylene-1,2-dihydropyridines (2-pyNHOs) have been added (EurJOC 2024, 27, e202400373). - 05/21/24:
Mesoionic pyridinium-derived N-heterocyclic olefins (py-mNHOs) have been added (Angew. Chem. Int. Ed. 2024, 63, e202318283). - 10/19/23:
Enamines derived from 4-(alkylthio)-3-imidazolines and aldehydes have been added (ChemEurJ 2023, doi: 10.1002/chem.202302764). - 09/28/23:
Mesoionic N-heterocyclic olefins (mNHOs) have been added (Angew. Chem. Int. Ed. 2023, 62, e202309790). - 07/05/23:
S-Cyanomethylated imidazolidine-4-thione-derived enamines have been added (ChemComm 2023, 59, 8091). - 03/16/23:
Cyclic alpha-diazo carbonyl compounds added (EurJOC 2023, 26, e202300005) - 01/30/23:
NADH and NADPH reactivities (in water, pH 7) determined by Mayer and Moran have been added (OBC 2022, 21, 85-88). - 09/20/22:
Alkenyl boronate nucleophilicity by Liu, Ready and co-workers has been added (JACS 2022, 144, 16118). - 01/30/23:
Electrophilicities of diazo compounds in azo couplings (ChemEurJ 2022, 28, e202201376) - 01/30/23:
Diazocyclopentadiene added (Synthesis 2023, 55, 354-358) - 01/30/23:
Electrophilic indoles added (ChemCommun 2021, 57, 10071-10074) - 04/13/21:
Cyclic Michael acceptors added (Chem. Sci. 2021, 12, 4850-4865) - 05/21/21:
Thiophenolates (in DMSO) added (JOC 2021, 86, 5965-5972) - 05/06/20:
Heteroallenes added (JACS 2020, 142, 8383-8402). - 01/27/20:
Pyrrolidines and Imidazolidinones added (JACS 2020, 142, 1526-1547). - 05/06/20:
GSH reactivity added (Angew. Chem. Int. Ed. 2019, 58, 17704-17708) - 01/30/23:
Phenolates added (JOC 2019, 84, 8837-8858) - 04/24/18:
Ketones added (JACS 2018, 140, 5500). - 11/03/17:
Allyl-boron nucleophiles added (JACS 2017, 139, 15324) - 04/23/18:
Peroxide anions added (Angew. Chem. Int. Ed. 2017, 56, 13279). - 04/23/18:
Michael acceptors added (JACS 2017, 139, 13318). - 06/16/17:
Nucleophilicities of VNS reagents (JOC 2017, 82, 1011).